GB1073256A - New bis-oxazoles,process for their preparation and their use - Google Patents

New bis-oxazoles,process for their preparation and their use

Info

Publication number
GB1073256A
GB1073256A GB34334/64A GB3433464A GB1073256A GB 1073256 A GB1073256 A GB 1073256A GB 34334/64 A GB34334/64 A GB 34334/64A GB 3433464 A GB3433464 A GB 3433464A GB 1073256 A GB1073256 A GB 1073256A
Authority
GB
United Kingdom
Prior art keywords
oxazoles
formula
bis
benzene
fibres
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB34334/64A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Ciba AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from CH1066463A external-priority patent/CH435710A/en
Application filed by Ciba AG filed Critical Ciba AG
Publication of GB1073256A publication Critical patent/GB1073256A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
    • C07D263/62—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems having two or more ring systems containing condensed 1,3-oxazole rings
    • C07D263/64—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems having two or more ring systems containing condensed 1,3-oxazole rings linked in positions 2 and 2' by chains containing six-membered aromatic rings or ring systems containing such rings
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B32/00—Carbon; Compounds thereof
    • C01B32/90—Carbides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/35—Heterocyclic compounds having nitrogen in the ring having also oxygen in the ring
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/14—Styryl dyes
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01J—ELECTRIC DISCHARGE TUBES OR DISCHARGE LAMPS
    • H01J37/00—Discharge tubes with provision for introducing objects or material to be exposed to the discharge, e.g. for the purpose of examination or processing thereof
    • H01J37/32—Gas-filled discharge tubes
    • H01J37/32009—Arrangements for generation of plasma specially adapted for examination or treatment of objects, e.g. plasma sources
    • H01J37/32055—Arc discharge
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2002/00—Crystal-structural characteristics
    • C01P2002/70—Crystal-structural characteristics defined by measured X-ray, neutron or electron diffraction data
    • C01P2002/77—Crystal-structural characteristics defined by measured X-ray, neutron or electron diffraction data by unit-cell parameters, atom positions or structure diagrams
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/50—Agglomerated particles
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/60—Particles characterised by their size
    • C01P2004/62—Submicrometer sized, i.e. from 0.1-1 micrometer
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00—Particle morphology
    • C01P2004/60—Particles characterised by their size
    • C01P2004/64—Nanometer sized, i.e. from 1-100 nanometer
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/10—Solid density
    • C—CHEMISTRY; METALLURGY
    • C01—INORGANIC CHEMISTRY
    • C01P—INDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2006/00—Physical properties of inorganic compounds
    • C01P2006/12—Surface area

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Physics & Mathematics (AREA)
  • Nanotechnology (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Composite Materials (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • General Physics & Mathematics (AREA)
  • Materials Engineering (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Plasma & Fusion (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Carbon And Carbon Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Bis-oxazoles of the general formula <FORM:1073256/C4-C5/1> in which R represents a p-phenylene nucleus which may carry substituents and A1 and A2 are the same or different and each represents a benzene residue which may carry substituents may be used as brightening agents in combination with detergents. They may be added to (a) salts of sulphonate detergents, such as sulphonated benzimidazoles carrying higher alkyl radicals in the 2-position; salts of monocarboxylic acid esters of 4-sulphophthalic acid with higher fatty alcohols; salts of fatty alcohol sulphonates, alkylarylsulphonic acids, condensation products of higher fatty acids with aliphatic hydroxy sulphonic or aminosulphonic acids, cellulose sulphite waste liquor, or condensation products of formaldehyde with (possibly alkylated) naphthalene sulphonic acids; (b) nonionic detergents, for example polyglycol ethers derived from ethylene oxide and higher fatty alcohols, alkyl phenols or fatty amines; and (c) soaps.ALSO:The invention comprises bis-oxazoles of the formula <FORM:1073256/C2/1> in which R represents a p-phenylene radical which may be substituted and A1 and A2 are the same or different and each represents a benzene residue which may be substituted. Substituents on the benzene rings A1 and A2 may be, for example, halogen atoms; phenyl groups; saturated C1-C12 non-aromatic hydrocarbon groups; aralkyl radicals, cyanoalkyl radicals, carboxyalkyl groups or carbalkoxyalkyl groups containing up to 12 carbon atoms; or carboxyl, carboxylic acid ester, carboxylic amide or carboxylic hydrazide groups; or vicinal carbon atoms of the benzene residues A1 and A2 may complete a 6-membered alicycle. The phenylene nucleus may carry, for example, a halogen atom or a C1-C4 alkyl group. The bis-oxazoles may be prepared by the following methods: (a) by condensing OHC-R-COOH with a compound of formula <FORM:1073256/C2/2> to form a carboxylic acid of formula <FORM:1073256/C2/3> which is reacted with an o-hydroxyamino compound of formula <FORM:1073256/C2/4> at an elevated temperature preferably in the presence of a condensation catalyst, e.g. boric acid; (b) by reacting at least one orthohydroxyamino compound of formula <FORM:1073256/C2/5> or <FORM:1073256/C2/6> with a p-carboxy cinnamic acid of the formula HOOC-HC = CH-R-COOH.ALSO:Bis-oxazoles of the general formula <FORM:1073256/C3/1> in which R represents a p-phenylene nucleus which may carry substituents and A1 and A2 are the same or different and each represents a benzene residue which may carry substituents, are used as optical brightening agents for (a) lacquers, e.g. acrylic resin lacquers, alkyd resin lacquers and cellulose lacquers such as acetylcellulose and nitrocellulose lacquers; and (b) films, foils, ribbons or other shaped articles of polyamides, polyesters or polyolefines or other resins, e.g. polystyrene, polyvinyl chloride, polyvinylidene chloride, polyvinyl alcohol and polyvinyl esters of organic acids, e.g. polyvinyl acetate. The brightening agents may be added to the resins before or during shaping. Examples are given of the treatment of (a) a polyester granulate from polyterephthalic acid ethylene glycol ester (Example 8); (b) a polyamide in chip form prepared from hexamethylene diamine adipate (Example 9); (c) polyethylene foil (Examples 12 to 14); and (d) a polyvinyl chloride foil (Example 16).ALSO:Bis-oxazoles of the general formula <FORM:1073256/D1-D2/1> in which R represents a p-phenylene radical which may be substituted, and A1 and A2 are the same or different and each represents a benzene nucleus which may be substituted, are used as optical brightening agents for brightening synthetic fibres e.g. of cellulose esters such as cellulose propionate or acetyl cellulose, of polyamides, and of polyesters or polyolefins, and also for brightening natural fibres, for example, wool and cotton. Examples are given of the use of the bis-oxazoles in the brightening of (a) a polyamide or polyester fabric (Ex. 7), (b) polypropylene fibres (Ex. 10), (c) polyethylene fibres (Ex. 11) and (d) polyvinylidene chloride fibres.
GB34334/64A 1963-08-13 1964-08-21 New bis-oxazoles,process for their preparation and their use Expired GB1073256A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH997663A CH424738A (en) 1963-08-13 1963-08-13 Process for the production of finely divided carbides of metals or metalloids of III., IV. and VI. Group of the periodic table by reacting the halides with a hydrocarbon in a hydrogen plasma jet
CH1066363 1963-08-29
CH1066463A CH435710A (en) 1963-08-29 1963-08-29 Use of new bis-oxazoles as optical brightening agents for non-textile organic materials

Publications (1)

Publication Number Publication Date
GB1073256A true GB1073256A (en) 1967-06-21

Family

ID=27176345

Family Applications (2)

Application Number Title Priority Date Filing Date
GB33087/64A Expired GB1069748A (en) 1963-08-13 1964-08-13 Finely divided carbides and process for their production
GB34334/64A Expired GB1073256A (en) 1963-08-13 1964-08-21 New bis-oxazoles,process for their preparation and their use

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB33087/64A Expired GB1069748A (en) 1963-08-13 1964-08-13 Finely divided carbides and process for their production

Country Status (8)

Country Link
US (2) US3340020A (en)
BE (2) BE652410A (en)
CH (1) CH424738A (en)
DE (2) DE1469206A1 (en)
GB (2) GB1069748A (en)
IL (1) IL21960A (en)
NL (2) NL139283B (en)
SE (2) SE326165B (en)

Families Citing this family (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL132104C (en) * 1965-02-15
US3423179A (en) * 1966-06-22 1969-01-21 Webb James E Catalyst for growth of boron carbide crystal whiskers
US3485586A (en) * 1968-09-26 1969-12-23 Ppg Industries Inc Preparation of submicron titanium carbide
US3661523A (en) * 1970-04-14 1972-05-09 Ppg Industries Inc Preparation of titanium carbide
US3761576A (en) * 1970-08-24 1973-09-25 Ppg Industries Inc Preparation of titanium carbide
US4860015A (en) * 1972-08-29 1989-08-22 The United States Of America As Represented By The Secretary Of The Air Force Delay line null command generator test set for sarcalm
US4233277A (en) * 1975-02-03 1980-11-11 Ppg Industries, Inc. Preparing refractory metal boride powder
US4022872A (en) * 1975-11-12 1977-05-10 Ppg Industries, Inc. Process for preparing finely-divided refractory powders
US4295890A (en) * 1975-12-03 1981-10-20 Ppg Industries, Inc. Submicron beta silicon carbide powder and sintered articles of high density prepared therefrom
IT1055884B (en) * 1976-02-17 1982-01-11 Montedison Spa PLASMA ARC PROCEDURE OF METALLIC AND SIMILAR CERAMIC PRODUCTS
US4353885A (en) * 1979-02-12 1982-10-12 Ppg Industries, Inc. Titanium diboride article and method for preparing same
US4287259A (en) * 1979-12-05 1981-09-01 The United States Of America As Represented By The United States Department Of Energy Preparation and uses of amorphous boron carbide coated substrates
US4515763A (en) * 1981-07-15 1985-05-07 Board Of Trustees Of Leland Stanford Jr. Univeristy High specific surface area carbides and nitrides
DE3381007D1 (en) * 1982-06-01 1990-02-01 Mitsui Toatsu Chemicals METHOD OF PRODUCING METAL CARBIDES AND THEIR PRE-PRODUCTS.
DE3224644A1 (en) * 1982-07-01 1984-01-05 Radij Konstantinovi&ccaron; &Ccaron;u&zcaron;ko Cathode for gas lasers and method for producing it
SE450583B (en) * 1982-10-22 1987-07-06 Skf Steel Eng Ab SET TO MAKE ALUMINUM-silicon alloys
US4784832A (en) * 1984-09-27 1988-11-15 Eckert Charles E Introducing materials into molten media
US4792431A (en) * 1984-09-27 1988-12-20 Aluminum Company Of America Production of intermetallic particles
DE3687472T2 (en) * 1985-04-04 1993-07-01 Nippon Steel Corp METHOD FOR PRODUCING SILICON CARBIDE PARTICLES AND A SILICON CARBIDE INTERMEDIATE BODY.
US4689129A (en) * 1985-07-16 1987-08-25 The Dow Chemical Company Process for the preparation of submicron-sized titanium diboride
US4793971A (en) * 1985-12-24 1988-12-27 Aluminum Company Of America Grain refining
US5032568A (en) * 1989-09-01 1991-07-16 Regents Of The University Of Minnesota Deposition of superconducting thick films by spray inductively coupled plasma method
US5165916A (en) * 1989-10-02 1992-11-24 Phillips Petroleum Company Method for producing carbide products
US5176893A (en) * 1989-10-02 1993-01-05 Phillips Petroleum Company Silicon nitride products and method for their production
US5108729A (en) * 1989-10-02 1992-04-28 Phillips Petroleum Company Production of carbide products
US5369241A (en) * 1991-02-22 1994-11-29 Idaho Research Foundation Plasma production of ultra-fine ceramic carbides
WO1992014576A1 (en) * 1991-02-22 1992-09-03 Idaho Research Foundation Plama production of ultra-fine ceramic carbides
DE4214725C2 (en) * 1992-05-04 1995-04-20 Starck H C Gmbh Co Kg Fine-particle non-oxide ceramic powder
US5242479A (en) * 1992-05-26 1993-09-07 Paton Tek, Inc. Apparatus and method for producing carbide coatings
US5609921A (en) * 1994-08-26 1997-03-11 Universite De Sherbrooke Suspension plasma spray
US7605114B2 (en) * 2005-05-03 2009-10-20 Claudia Rushlow Multi-purpose cleaner comprising blue iron powder
US7438880B2 (en) * 2006-12-20 2008-10-21 Ppg Industries Ohio, Inc. Production of high purity ultrafine metal carbide particles
US10167555B2 (en) 2014-08-18 2019-01-01 Dynetics, Inc. Method and apparatus for fabricating fibers and microstructures from disparate molar mass precursors
US11499230B2 (en) 2014-08-18 2022-11-15 Dynetics, Inc. Method and apparatus for fabricating fibers and microstructures from disparate molar mass precursors

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3005762A (en) * 1958-01-20 1961-10-24 Aero Chem Res Lab Inc Electric discharge jet stream
US3019221A (en) * 1959-06-15 1962-01-30 American Cyanamid Co Styryl-bisbenzimidazole brighteners
US3070420A (en) * 1961-07-28 1962-12-25 George D White Method of making spherical actinide carbide
GB1051014A (en) * 1962-07-04 1900-01-01

Also Published As

Publication number Publication date
SE326165B (en) 1970-07-20
NL6410023A (en) 1965-03-01
DE1469206A1 (en) 1969-10-23
CH424738A (en) 1966-11-30
NL139283B (en) 1973-07-16
BE652410A (en) 1965-03-01
NL6409293A (en) 1965-02-15
BE651736A (en)
US3687880A (en) 1972-08-29
GB1069748A (en) 1967-05-24
US3340020A (en) 1967-09-05
DE1250796B (en) 1967-09-28
IL21960A (en) 1968-07-25
SE319449B (en) 1970-01-19

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